data_1JI
# 
_chem_comp.id                                    1JI 
_chem_comp.name                                  "4-chloro-N-[(3S,4R)-4-phenylpyrrolidin-3-yl]-3-{[(1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]methyl}benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H23 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-06-22 
_chem_comp.pdbx_modified_date                    2022-06-24 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        446.929 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1JI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5SB1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
1JI C10 C1  C  0 1 N N N 24.378 -3.372 -0.691 1.726  0.282  0.545  C10 1JI 1  
1JI C13 C2  C  0 1 Y N N 17.062 1.234  -0.032 -5.926 -2.352 0.182  C13 1JI 2  
1JI C16 C3  C  0 1 Y N N 19.152 1.927  -1.675 -5.528 0.297  -0.310 C16 1JI 3  
1JI C17 C4  C  0 1 Y N N 19.354 1.131  -0.498 -4.429 -0.505 -0.018 C17 1JI 4  
1JI C18 C5  C  0 1 Y N N 18.327 0.776  0.324  -4.622 -1.854 0.234  C18 1JI 5  
1JI C19 C6  C  0 1 Y N N 15.760 1.084  0.535  -6.525 -3.672 0.385  C19 1JI 6  
1JI C20 C7  C  0 1 Y N N 14.892 1.763  -0.291 -7.848 -3.533 0.204  C20 1JI 7  
1JI C22 C8  C  0 1 N N S 25.826 -5.343 -0.843 4.050  -0.341 0.933  C22 1JI 8  
1JI C23 C9  C  0 1 N N N 26.473 -6.174 0.293  4.206  -0.483 2.462  C23 1JI 9  
1JI C25 C10 C  0 1 N N N 28.219 -5.828 -1.332 6.301  0.245  1.702  C25 1JI 10 
1JI C26 C11 C  0 1 N N R 26.889 -5.282 -1.969 5.428  0.138  0.433  C26 1JI 11 
1JI C27 C12 C  0 1 Y N N 26.405 -6.045 -3.167 6.016  -0.868 -0.524 C27 1JI 12 
1JI C28 C13 C  0 1 Y N N 25.768 -5.350 -4.187 6.313  -0.496 -1.821 C28 1JI 13 
1JI C1  C14 C  0 1 Y N N 23.738 0.635  0.461  -1.257 3.157  -0.390 C1  1JI 14 
1JI C2  C15 C  0 1 Y N N 22.788 -0.052 -0.273 -1.616 1.839  -0.164 C2  1JI 15 
1JI C3  C16 C  0 1 Y N N 23.005 -1.377 -0.575 -0.652 0.900  0.140  C3  1JI 16 
1JI C4  C17 C  0 1 Y N N 24.198 -1.983 -0.238 0.688  1.282  0.220  C4  1JI 17 
1JI C5  C18 C  0 1 Y N N 25.172 -1.272 0.456  1.045  2.612  -0.009 C5  1JI 18 
1JI C6  C19 C  0 1 Y N N 24.940 0.047  0.823  0.072  3.541  -0.312 C6  1JI 19 
1JI C7  C20 C  0 1 N N N 21.625 0.697  -0.884 -3.064 1.428  -0.250 C7  1JI 20 
1JI O8  O1  O  0 1 N N N 20.571 0.649  -0.029 -3.180 0.030  0.021  O8  1JI 21 
1JI CL9 CL1 CL 0 0 N N N 23.452 2.258  1.017  -2.475 4.331  -0.779 CL9 1JI 22 
1JI O11 O2  O  0 1 N N N 23.487 -3.982 -1.270 1.413  -0.876 0.745  O11 1JI 23 
1JI N12 N1  N  0 1 N N N 25.563 -3.986 -0.397 3.020  0.652  0.616  N12 1JI 24 
1JI C14 C21 C  0 1 Y N N 16.934 2.029  -1.223 -6.989 -1.480 -0.121 C14 1JI 25 
1JI N15 N2  N  0 1 Y N N 17.947 2.399  -2.064 -6.747 -0.197 -0.353 N15 1JI 26 
1JI N21 N3  N  0 1 Y N N 15.578 2.342  -1.356 -8.142 -2.230 -0.098 N21 1JI 27 
1JI N24 N4  N  0 1 N N N 27.906 -6.408 -0.012 5.328  0.425  2.810  N24 1JI 28 
1JI C29 C22 C  0 1 Y N N 25.237 -6.015 -5.273 6.852  -1.419 -2.698 C29 1JI 29 
1JI C30 C23 C  0 1 Y N N 25.330 -7.392 -5.362 7.096  -2.713 -2.277 C30 1JI 30 
1JI C31 C24 C  0 1 Y N N 25.975 -8.109 -4.352 6.800  -3.084 -0.979 C31 1JI 31 
1JI C32 C25 C  0 1 Y N N 26.520 -7.433 -3.248 6.265  -2.160 -0.101 C32 1JI 32 
1JI H39 H1  H  0 1 N N N 20.012 2.162  -2.285 -5.378 1.348  -0.506 H39 1JI 33 
1JI H40 H2  H  0 1 N N N 18.486 0.172  1.205  -3.788 -2.501 0.464  H40 1JI 34 
1JI H41 H3  H  0 1 N N N 15.506 0.544  1.435  -6.002 -4.584 0.634  H41 1JI 35 
1JI H42 H4  H  0 1 N N N 13.826 1.836  -0.134 -8.572 -4.330 0.285  H42 1JI 36 
1JI H44 H5  H  0 1 N N N 24.913 -5.837 -1.206 3.799  -1.304 0.487  H44 1JI 37 
1JI H45 H6  H  0 1 N N N 26.386 -5.625 1.242  3.292  -0.170 2.968  H45 1JI 38 
1JI H46 H7  H  0 1 N N N 25.955 -7.141 0.379  4.453  -1.512 2.726  H46 1JI 39 
1JI H49 H8  H  0 1 N N N 28.938 -5.004 -1.214 6.876  -0.669 1.846  H49 1JI 40 
1JI H48 H9  H  0 1 N N N 28.651 -6.602 -1.983 6.966  1.105  1.634  H48 1JI 41 
1JI H50 H10 H  0 1 N N N 27.045 -4.230 -2.248 5.339  1.112  -0.049 H50 1JI 42 
1JI H51 H11 H  0 1 N N N 25.687 -4.275 -4.129 6.123  0.515  -2.151 H51 1JI 43 
1JI H33 H12 H  0 1 N N N 22.237 -1.946 -1.079 -0.934 -0.127 0.317  H33 1JI 44 
1JI H34 H13 H  0 1 N N N 26.109 -1.746 0.709  2.080  2.914  0.052  H34 1JI 45 
1JI H35 H14 H  0 1 N N N 25.680 0.603  1.379  0.346  4.571  -0.489 H35 1JI 46 
1JI H36 H15 H  0 1 N N N 21.911 1.745  -1.058 -3.645 1.990  0.481  H36 1JI 47 
1JI H37 H16 H  0 1 N N N 21.346 0.229  -1.840 -3.441 1.637  -1.252 H37 1JI 48 
1JI H38 H17 H  0 1 N N N 26.256 -3.496 0.131  3.270  1.575  0.457  H38 1JI 49 
1JI H43 H18 H  0 1 N N N 15.171 2.887  -2.089 -9.033 -1.887 -0.272 H43 1JI 50 
1JI H47 H19 H  0 1 N N N 28.473 -5.973 0.688  5.015  1.383  2.864  H47 1JI 51 
1JI H52 H21 H  0 1 N N N 24.746 -5.458 -6.057 7.083  -1.128 -3.713 H52 1JI 52 
1JI H53 H22 H  0 1 N N N 24.906 -7.911 -6.209 7.517  -3.433 -2.963 H53 1JI 53 
1JI H54 H23 H  0 1 N N N 26.055 -9.184 -4.420 6.990  -4.095 -0.650 H54 1JI 54 
1JI H55 H24 H  0 1 N N N 27.024 -7.984 -2.468 6.037  -2.450 0.915  H55 1JI 55 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
1JI C1  C2  DOUB Y N 1  
1JI C1  C6  SING Y N 2  
1JI C1  CL9 SING N N 3  
1JI C2  C3  SING Y N 4  
1JI C2  C7  SING N N 5  
1JI C3  C4  DOUB Y N 6  
1JI C4  C5  SING Y N 7  
1JI C4  C10 SING N N 8  
1JI C5  C6  DOUB Y N 9  
1JI C7  O8  SING N N 10 
1JI O8  C17 SING N N 11 
1JI C10 O11 DOUB N N 12 
1JI C10 N12 SING N N 13 
1JI N12 C22 SING N N 14 
1JI C13 C14 DOUB Y N 15 
1JI C13 C18 SING Y N 16 
1JI C13 C19 SING Y N 17 
1JI C14 N15 SING Y N 18 
1JI C14 N21 SING Y N 19 
1JI N15 C16 DOUB Y N 20 
1JI C16 C17 SING Y N 21 
1JI C17 C18 DOUB Y N 22 
1JI C19 C20 DOUB Y N 23 
1JI C20 N21 SING Y N 24 
1JI C22 C23 SING N N 25 
1JI C22 C26 SING N N 26 
1JI C23 N24 SING N N 27 
1JI N24 C25 SING N N 28 
1JI C25 C26 SING N N 29 
1JI C26 C27 SING N N 30 
1JI C27 C28 DOUB Y N 31 
1JI C27 C32 SING Y N 32 
1JI C28 C29 SING Y N 33 
1JI C29 C30 DOUB Y N 34 
1JI C30 C31 SING Y N 35 
1JI C31 C32 DOUB Y N 36 
1JI C16 H39 SING N N 37 
1JI C18 H40 SING N N 38 
1JI C19 H41 SING N N 39 
1JI C20 H42 SING N N 40 
1JI C22 H44 SING N N 41 
1JI C23 H45 SING N N 42 
1JI C23 H46 SING N N 43 
1JI C25 H49 SING N N 44 
1JI C25 H48 SING N N 45 
1JI C26 H50 SING N N 46 
1JI C28 H51 SING N N 47 
1JI C3  H33 SING N N 48 
1JI C5  H34 SING N N 49 
1JI C6  H35 SING N N 50 
1JI C7  H36 SING N N 51 
1JI C7  H37 SING N N 52 
1JI N12 H38 SING N N 53 
1JI N21 H43 SING N N 54 
1JI N24 H47 SING N N 55 
1JI C29 H52 SING N N 56 
1JI C30 H53 SING N N 57 
1JI C31 H54 SING N N 58 
1JI C32 H55 SING N N 59 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
1JI SMILES           ACDLabs              12.01 "O=C(NC1CNCC1c1ccccc1)c1ccc(Cl)c(COc2cc3cc[NH]c3nc2)c1"                                                                                                                                  
1JI InChI            InChI                1.03  "InChI=1S/C25H23ClN4O2/c26-22-7-6-18(10-19(22)15-32-20-11-17-8-9-28-24(17)29-12-20)25(31)30-23-14-27-13-21(23)16-4-2-1-3-5-16/h1-12,21,23,27H,13-15H2,(H,28,29)(H,30,31)/t21-,23+/m0/s1" 
1JI InChIKey         InChI                1.03  XQBVNNMIIVBLPN-JTHBVZDNSA-N                                                                                                                                                              
1JI SMILES_CANONICAL CACTVS               3.385 "Clc1ccc(cc1COc2cnc3[nH]ccc3c2)C(=O)N[C@@H]4CNC[C@H]4c5ccccc5"                                                                                                                           
1JI SMILES           CACTVS               3.385 "Clc1ccc(cc1COc2cnc3[nH]ccc3c2)C(=O)N[CH]4CNC[CH]4c5ccccc5"                                                                                                                              
1JI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@@H]2CNC[C@H]2NC(=O)c3ccc(c(c3)COc4cc5cc[nH]c5nc4)Cl"                                                                                                                       
1JI SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2CNCC2NC(=O)c3ccc(c(c3)COc4cc5cc[nH]c5nc4)Cl"                                                                                                                                
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
1JI "SYSTEMATIC NAME" ACDLabs              12.01 "4-chloro-N-[(3S,4R)-4-phenylpyrrolidin-3-yl]-3-{[(1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]methyl}benzamide"            
1JI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-chloranyl-~{N}-[(3~{S},4~{R})-4-phenylpyrrolidin-3-yl]-3-(1~{H}-pyrrolo[2,3-b]pyridin-5-yloxymethyl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1JI "Create component" 2021-06-22 RCSB 
1JI "Initial release"  2022-06-29 RCSB 
# 
